CH MEDICINAL CHEMISTRY

Transcription

1 CH MEDICINAL CHEMISTRY SPRING 2011 M: 5:15pm-8 pm Sci Prerequisite: Organic Chemistry II (Chem 254 or Chem 252, or equivalent transfer course) Instructor: Dr. Bela Torok Room S-1-132, Science Building Tel: bela.torok@umb.edu Office Hours: Monday: Thursday: 3pm-5pm 10 am to 11 am Exams: Mid-term 1: 07 March 2011 Mid-term 2: 18 April 2011 Final exam: May 2011 (to be updated) There will be no make up quizzes or exams. In case of any serious problems contact me in Grading: Grades will be determined on the basis of your performance in the following areas (see below). The grades will be computed by the percentage of the total 400 points. The pointsgrade equivalences are as follows: Reading assignment: 25 Grading: A Mid-term 1: A- Mid-term 2: B+ Final Exam: B B C C C D D D- below 200 F Exams and assignments will be designed to test your ability to apply what you have learned. They will be only short-answer type questions and short essays. Classroom rules: As usual. Please, be in time. In case of any problem, let us know it in

2 Books: Course textbook: Gareth Thomas, Medicinal Chemistry, Wiley, Reference book: E. J. Corey, B. Czako, L. Kurti, Molecules and Medicine, Wiley, 2007 Summary Statement This upper-level professional course presents the principles of medicinal chemistry. Organized along pharmacological lines, the course considers the development and design of drugs, those a) acting on the central and peripheral nervous system; b) acting on the cardiovascular, hematopoietic and renal systems; and c) acting as chemotherapeutic agents, vitamins, and hormones. Special emphasis is given to drugs used in emergencies and to drugs described in the United States Pharmacopoeia and the National Formulary. Syntheses of important compounds in the various categories are presented. Tentative Course Outline Week Topic Graded works/note Introduction 1 - Drug discovery and design, historical outlook - Drug action, classification of drugs - Drug administration Drug Structure and solubility 2 - Stereochemistry and drug design - Solubility, salt formation - Formulation methods - Surfactants and amphiphiles Structure Activity Relationships (SAR, QSAR) 3 - SAR - QSAR - Effect of substituensts, and physical properties - Computer aided drug design Combinatorial Chemistry 4 - The solid support methods - Encoding methods - Combinatorial libraries - High-throughput screening Drugs from Natural Sources 5 - Bioassays - Active compound development - Extraction procedures - Fractionation methods Biological Membranes 6 - The plasma membrane - Transfer through cell membranes - Drug action on membranes Receptors and Messengers EXAM 1 March 7 - Binding of ligands to receptors 07/M - Ligand-Receptor theories - Drug action and design

3 TBA Enzymes - Active sites, catalytic action, regulation - Enzyme kinetics - Enzyme inhibitors - Enzymes and drug resistance Nucleic Acids - DNA, RNA, mrna, trna, rrna - Protein synthesis inhibitors - Drugs that target nucleic acids Pharmacokinetics and Nitric Oxide - Pharmackinetic models - Pharmacokinetics in drug design - Role of NO in physiological states and therapeutic possibilities Drug Metabolism - Metabolic routes (Phase I, and II) - Pharmacokinetics of metabolites - Prodrugs Complexes and Chelating Agents - Structures and shapes of complexes - Metal-ligand affinities - Therapeutic applications Introduction to Drug and Analog Synthesis - Asymmetry in synthesis - Design of organic syntheses Drug Development and Production - Chemical development - Pharmacological and toxicological testing - Patent protection, regulation Guest Speakers Case studies Classes end Review for Final Exam Final Exam March Spring Vacation EXAM 2 Apr. 18/M Assignment - Due Academic Integrity Students are required to adhere to the University Policy on Academic Standards and Cheating, to the University Statement on Plagiarism and the Documentation of Written Work, and to the Code of Student Conduct as delineated in the catalog of Undergraduate Programs, pp , and The Code is available online at:

4 CH MEDICINAL CHEMISTRY SPRING 2011 M: 5:15pm-8 pm Sci Prerequisite: Organic Chemistry II (Chem 254 or Chem 252, or equivalent transfer course) Instructor: Dr. Bela Torok Room S-1-132, Science Building Tel: bela.torok@umb.edu Office Hours: Monday: Thursday: 3pm-5pm 10 am to 11 am Exams: Mid-term 1: 07 March 2011 Mid-term 2: 18 April 2011 Final exam: May 2011 (to be updated) There will be no make up quizzes or exams. In case of any serious problems contact me in Grading: Grades will be determined on the basis of your performance in the following areas (see below). The grades will be computed by the percentage of the total 500 points. The pointsgrade equivalences are as follows: Reading assignment: 25 Grading: A Mid-term 1: A- Mid-term 2: B+ Final Exam: B Literature Report B C C C D D D- below 225 F Exams and assignments will be designed to test your ability to apply what you have learned. There will be only short-answer type questions and short essays. The Literature Report is an in depth, written discussion of a case study from any major topic covered during the semester. If you wish to select your topic consult with the instructors, otherwise an array of topics will be offered for you to choose from. Classroom rules: As usual. Please, be in time. In case of any problem, let us know it in

5 Books: Course textbook (proposed): Gareth Thomas, Medicinal Chemistry, Wiley, Reference book: E. J. Corey, B. Czako, L. Kurti, Molecules and Medicine, Wiley, 2007 Summary Statement This upper-level professional course presents the principles of medicinal chemistry. Organized along pharmacological lines, the course considers the development and design of drugs, those a) acting on the central and peripheral nervous system; b) acting on the cardiovascular, hematopoietic and renal systems; and c) acting as chemotherapeutic agents, vitamins, and hormones. Special emphasis is given to drugs used in emergencies and to drugs described in the United States Pharmacopoeia and the National Formulary. Syntheses of important compounds in the various categories are presented. Tentative Course Outline Week Topic Graded works/note Introduction 1 - Drug discovery and design, historical outlook - Drug action, classification of drugs - Drug administration Drug Structure and solubility 2 - Stereochemistry and drug design - Solubility, salt formation - Formulation methods - Surfactants and amphiphiles Structure Activity Relationships (SAR, QSAR) 3 - SAR - QSAR - Effect of substituensts, and physical properties - Computer aided drug design Combinatorial Chemistry 4 - The solid support methods - Encoding methods - Combinatorial libraries - High-throughput screening Drugs from Natural Sources 5 - Bioassays - Active compound development - Extraction procedures - Fractionation methods Biological Membranes 6 - The plasma membrane - Transfer through cell membranes - Drug action on membranes Receptors and Messengers EXAM 1 March 7 - Binding of ligands to receptors 07/M - Ligand-Receptor theories - Drug action and design

6 TBA Enzymes - Active sites, catalytic action, regulation - Enzyme kinetics - Enzyme inhibitors - Enzymes and drug resistance Nucleic Acids - DNA, RNA, mrna, trna, rrna - Protein synthesis inhibitors - Drugs that target nucleic acids Pharmacokinetics and Nitric Oxide - Pharmackinetic models - Pharmacokinetics in drug design - Role of NO in physiological states and therapeutic possibilities Drug Metabolism - Metabolic routes (Phase I, and II) - Pharmacokinetics of metabolites - Prodrugs Complexes and Chelating Agents - Structures and shapes of complexes - Metal-ligand affinities - Therapeutic applications Introduction to Drug and Analog Synthesis - Asymmetry in synthesis - Design of organic syntheses Drug Development and Production - Chemical development - Pharmacological and toxicological testing - Patent protection, regulation Guest Speakers Case studies Classes end Review for Final Exam Final Exam March Spring Vacation EXAM 2 Apr. 18/M Assignment - Due Academic Integrity Students are required to adhere to the University Policy on Academic Standards and Cheating, to the University Statement on Plagiarism and the Documentation of Written Work, and to the Code of Student Conduct as delineated in the catalog of Undergraduate Programs, pp , and The Code is available online at: